(E)-2-[2-hydroxy-5-[(E)-3-[2-(4-hydroxyphenyl)ethylamino]-3-oxoprop-1-enyl]-3-methoxyphenyl]-3-(4-hydroxy-3-methoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]prop-2-enamide

Details

• Internal ID: 3d9fb84f-30a5-4861-b75a-a04c302b17cb
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: (E)-2-[2-hydroxy-5-[(E)-3-[2-(4-hydroxyphenyl)ethylamino]-3-oxoprop-1-enyl]-3-methoxyphenyl]-3-(4-hydroxy-3-methoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]prop-2-enamide
• InChI: InChI=1S/C36H36N2O8/c1-45-32-21-25(7-13-31(32)41)20-30(36(44)38-18-16-24-5-11-28(40)12-6-24)29-19-26(22-33(46-2)35(29)43)8-14-34(42)37-17-15-23-3-9-27(39)10-4-23/h3-14,19-22,39-41,43H,15-18H2,1-2H3,(H,37,42)(H,38,44)/b14-8+,30-20+
• InChI Key: DQZZXARUFSHEMN-HTBVCZDNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₃₆N₂O₈
• Molecular Weight: 624.70 g/mol
• Exact Mass: 624.24716611 g/mol
• Topological Polar Surface Area (TPSA): 158.00 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 4.80
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9648	96.48%
Caco-2	-	0.8719	87.19%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7898	78.98%
OATP2B1 inhibitior	+	0.7190	71.90%
OATP1B1 inhibitior	+	0.8711	87.11%
OATP1B3 inhibitior	+	0.9460	94.60%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9690	96.90%
P-glycoprotein inhibitior	+	0.8705	87.05%
P-glycoprotein substrate	+	0.7067	70.67%
CYP3A4 substrate	+	0.6200	62.00%
CYP2C9 substrate	-	0.8097	80.97%
CYP2D6 substrate	-	0.7988	79.88%
CYP3A4 inhibition	+	0.5989	59.89%
CYP2C9 inhibition	-	0.6679	66.79%
CYP2C19 inhibition	-	0.7784	77.84%
CYP2D6 inhibition	-	0.8555	85.55%
CYP1A2 inhibition	-	0.8283	82.83%
CYP2C8 inhibition	+	0.9178	91.78%
CYP inhibitory promiscuity	-	0.8160	81.60%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7682	76.82%
Carcinogenicity (trinary)	Non-required	0.6718	67.18%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9122	91.22%
Skin irritation	-	0.7593	75.93%
Skin corrosion	-	0.9431	94.31%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4271	42.71%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	-	0.7198	71.98%
skin sensitisation	-	0.8869	88.69%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.8732	87.32%
Acute Oral Toxicity (c)	III	0.6756	67.56%
Estrogen receptor binding	+	0.8071	80.71%
Androgen receptor binding	+	0.8572	85.72%
Thyroid receptor binding	+	0.6324	63.24%
Glucocorticoid receptor binding	+	0.7398	73.98%
Aromatase binding	-	0.5622	56.22%
PPAR gamma	+	0.7318	73.18%
Honey bee toxicity	-	0.7690	76.90%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.7815	78.15%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.10%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.39%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.92%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.34%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.29%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.74%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.30%	94.45%
CHEMBL2535	P11166	Glucose transporter	90.68%	98.75%
CHEMBL1255126	O15151	Protein Mdm4	89.39%	90.20%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	89.33%	97.03%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.08%	96.00%
CHEMBL4208	P20618	Proteasome component C5	87.72%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	87.34%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.56%	95.50%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	86.51%	96.67%
CHEMBL3194	P02766	Transthyretin	86.34%	90.71%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.21%	97.21%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.84%	94.33%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	84.54%	89.33%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	84.38%	92.29%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.38%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.07%	90.71%
CHEMBL3788	O00444	Serine/threonine-protein kinase PLK4	81.80%	83.65%
CHEMBL1921	P47901	Vasopressin V1b receptor	81.48%	92.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.38%	96.95%

Plants that contains it

• Mesembryanthemum cordifolium

Cross-Links

• PubChem: 11512882
• LOTUS: LTS0088425
• wikiData: Q104987308